Sodium Hydroxide → 3-(Pyridin-4-yl)butanoic acid

HRID 1064021Notes

Reaction equation

HRID 1064021 reaction equation
[OH-].[Na+].[CH3:3][CH:4]([C:11]1[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=1)[CH2:5][C:6]([O:8]CC)=[O:7]>CO.O>[CH3:3][CH:4]([C:11]1[CH:12]=[CH:13][N:14]=[CH:15][CH:16]=1)[CH2:5][C:6]([OH:8])=[O:7]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 22277801Ethyl 3-(pyridin-4-yl)butanoate

Product 1

HCID 51859043-(Pyridin-4-yl)butanoic acid

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Sodium hydroxide (0.19 g, 4.8 mmol) was added to a solution of ethyl 3-methyl-3-pyridin-4-ylpropanoate (Method 8; 0.501 g, 2.6 mmol) in MeOH (10 ml) and water (5 ml). The mixture was stirred at room temperature for 18 hours. The solvent was removed in vacuo and the residue shaken with 1 M hydrochloric acid (4.8 ml). The solvent was removed in vacuo to leave a colourless solid. M/z 164 (M−H)−.

Workup

  1. customThe solvent was removed in vacuo
  2. stirringthe residue shaken with 1 M hydrochloric acid (4.8 ml)
  3. customThe solvent was removed in vacuo
  4. customto leave a colourless solid

Sources & evidence

ORD record
ord-95347b088f054b708122c2fce44f1fa6
Source dataset
uspto-grants-2005_11
Patent number
US06967216B2

Reaction notes

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